Kinetics and mechanism of oxidation of allyl alchohol by chloramine-T in hydrochloric acid medium

Abstract

The kinetics of oxidation of allyl alcohol by chloramine-T in presence of hydrochloric acid (0.04-0.13M ) has been studied at O°C. The reaction shows first-order dependence on chloramine-T and hydrogen ion concentration and is independent of the concentration of alcohol. The energy and entropy of activation of the reaction have been found to be 12.3 kcal mol^-1 and -33.2 e.u. respectively.Ionic strength has very little influence on the rate of reaction. A mechanism in terms of a fast interaction between allyl alcohol and hypochlorous acid formed by the hydrolysis of N-chloro-p-toluenesulphonamide in a slow step is proposed.